Roof Replacement
Serving Chestertown, Stevensville, Annapolis, Bowie and 12 more Maryland communitiesWhen a roof is past repairing, replacement starts with a full tear-off and ends with a new roofing system built up layer by layer: underlayment, ice and water protection where it is appropriate, flashing, ventilation, drip edge and ridge caps.
The exact materials and scope depend on the property, the condition of the existing roof, the requirements that apply to it, and the roofing system you choose. We explain what we found, lay out the options, and give you a clear estimate or scope of work before anything starts.

What the work includes
Tear-off and cleanup
- Complete roof tear-offs and replacement
- Project cleanup and debris removal
The roofing system
- Architectural asphalt shingle roofing
- Shingle upgrades
- Roofing underlayment
- Synthetic underlayment
- Ice and water protection where appropriate
- Ridge cap installation
Flashing and ventilation
- Flashing replacement
- Pipe boot replacement
- Ridge vent and roof ventilation work
- Drip edge installation
How a job runs
- 01
You tell us what you are seeing
A leak, a storm, a roof that is getting on, or an exterior that needs attention.
- 02
We evaluate the property
We look at the roof or the exterior and find what is actually causing it.
- 03
We explain the options
You hear what we found and which options fit, in plain terms, with an honest recommendation.
- 04
You get a clear estimate
A clear estimate or scope of work, before any work starts.
- 05
We do the agreed work
The work we agreed, done properly, with care for your property.
- 06
We clean up
The work area is left clean when the job is finished.
Common questions
How do I know whether my roof needs replacing or repairing?
An inspection is the place to start. Localized problems, such as a few missing shingles, a failed pipe boot or damaged flashing, are usually repairable. Widespread wear, leaks in several places, or damage across large areas of the roof point toward replacement. We walk you through which category your roof falls into and why, before recommending either one.
What does a roof replacement include?
A complete system, built from the ground up rather than a single layer swapped out on its own. Replacement treats the roof as one job, from tear-off through to the final course, not a set of separate pieces bought and installed independently. What actually goes into a particular roof depends on its condition and the roofing system chosen, which the evaluation settles before anything starts. We follow the same sequence on every job, from understanding the problem through to cleanup.
Why does ventilation matter on a new roof?
Attic ventilation lets heat and moisture out. Trapped moisture works on the roof deck, and trapped heat works on the shingles above it, so ridge vents and ventilation work are part of getting a replacement right rather than an extra on the end of it.
Do you replace commercial roofs as well?
Yes. Commercial shingle roofs are replaced the same way. Flat and low-slope roofs are covered under commercial and flat roofing.
What happens to my property during a tear-off?
A tear-off puts a lot of material on the ground at once. The work area is left clean when the job is finished, and respect for your property is part of how the job runs, start to finish.
Can I stay in the house while the roof is being replaced?
Yes, in most cases. A tear-off and reroof happens above and around the house rather than inside it, so the house generally stays livable throughout, even though it is noisy and not the easiest environment for a call from home. We let you know beforehand roughly what to expect so it is not a surprise.
Where we work
Kent County
- Chestertown
- Rock Hall
- Millington
Queen Anne's County
- Stevensville
- Chester
- Centreville
- Church Hill
- Sudlersville
Anne Arundel County
- Annapolis
- Arnold
- Crofton
- Davidsonville
- Edgewater
- Glen Burnie
- Pasadena
Prince George's County
- Bowie
Recent work







Related services
Talk to Frontline Roofers
Tell us what you are seeing and we will take it from there.